5-O-(Dodecylparoxetine)tobramycin hexahydrochloride

ID: ALA4099819

Chembl Id: CHEMBL4099819

PubChem CID: 137660482

Max Phase: Preclinical

Molecular Formula: C49H85Cl6FN6O12

Molecular Weight: 963.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Cl.Cl.Cl.Cl.Cl.NC[C@H]1O[C@H](O[C@H]2[C@H](OCCCCCCCCCCCCN3CC[C@@H](c4ccc(F)cc4)[C@H](COc4ccc5c(c4)OCO5)C3)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O)[C@H](N)C[C@@H]2N)[C@H](N)C[C@@H]1O

Standard InChI:  InChI=1S/C49H79FN6O12.6ClH/c50-31-13-11-29(12-14-31)33-17-19-56(25-30(33)27-62-32-15-16-38-39(21-32)64-28-63-38)18-9-7-5-3-1-2-4-6-8-10-20-61-47-45(67-48-36(54)23-37(58)40(24-51)65-48)34(52)22-35(53)46(47)68-49-44(60)42(55)43(59)41(26-57)66-49;;;;;;/h11-16,21,30,33-37,40-49,57-60H,1-10,17-20,22-28,51-55H2;6*1H/t30-,33-,34-,35+,36+,37-,40+,41+,42-,43+,44+,45+,46-,47-,48+,49+;;;;;;/m0....../s1

Standard InChI Key:  JRFAONYZBRYXPZ-LSFXTAMMSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 963.20

Molecular Weight (Monoisotopic): 962.5740

AlogP: 1.68

#Rotatable Bonds: 24

Polar Surface Area: 288.10

Molecular Species: BASE

HBA: 18

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.66

CX Basic pKa: 9.94

CX LogP: 1.66

CX LogD: -7.59

Aromatic Rings: 2

Heavy Atoms: 68

QED Weighted: 0.07

Np Likeness Score: 0.45

References

1. Yang X, Goswami S, Gorityala BK, Domalaon R, Lyu Y, Kumar A, Zhanel GG, Schweizer F..  (2017)  A Tobramycin Vector Enhances Synergy and Efficacy of Efflux Pump Inhibitors against Multidrug-Resistant Gram-Negative Bacteria.,  60  (9): [PMID:28399372] [10.1021/acs.jmedchem.7b00156]

Source

Source(1):

• Scientific Literature